Naphthalene, 1,2-dihydro-5,8-dimethyl-

Base Information

• Chemical Name: Naphthalene, 1,2-dihydro-5,8-dimethyl-
• CAS No.: 14108-89-5
• Molecular Formula: C12H14
• Molecular Weight: 158.243
• DSSTox Substance ID: DTXSID80446720
• Wikidata: Q82265435
• Mol file: 14108-89-5.mol

Synonyms:Naphthalene, 1,2-dihydro-5,8-dimethyl-;14108-89-5;DTXSID80446720

Chemical Property of Naphthalene, 1,2-dihydro-5,8-dimethyl-

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 158.109550447
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2CCC=CC2=C(C=C1)C

Technology Process of Naphthalene, 1,2-dihydro-5,8-dimethyl-

There total 1 articles about Naphthalene, 1,2-dihydro-5,8-dimethyl- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 36.0%

methanesulfonic acid 5,8-dimethyl-1,2,3,4-tetrahydro-naphthalen-2-yl ester + sodium cyanide (143-33-9,25596-52-5) → 5,8-dimethyl-1,2,3,4-tetrahydro-2-cyanonaphthalene + 1,4-dimethylnaphthalene (571-58-4) + 5,8-dimethyl-1,2-tetrahydronaphthalene (14108-89-5)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; at 120 ℃; for 72h;

DOI:10.1080/00397910600775663

Reference yield: 60.0%

5,8-dimethyl-1,2-tetrahydronaphthalene (14108-89-5) + manganese triacetate (638-38-0,993-02-2,2180-18-9,15411-95-7,22981-23-3,27004-39-3) → 1,4-dimethylnaphthalene (571-58-4) + 5,8-dimethyl-1-acetoxy-2-bromotetrahydronaphthalene

Guidance literature:

With acetic acid; potassium bromide; at 70 ℃; for 6h;

DOI:10.1081/SCC-120038516

Reference yield:

5,8-dimethyl-1,2-tetrahydronaphthalene (14108-89-5) → 4-(2,3,6-trimethyl-phenyl)-butan-2-one (58720-40-4)

Guidance literature:

Multi-step reaction with 7 steps

1: (i) PhCO₃H, (ii) NaOH

2: Pb(OAc)4 / benzene

3: LiAlH₄ / diethyl ether / Heating

4: Na, liq. NH₃ / diethyl ether; ethanol

5: Py*HCl, CrO₃, NaOAc / CH₂Cl₂

6: diethyl ether

7: Py*HCl, CrO₃, NaOAc / CH₂Cl₂

With chromium(VI) oxide; lead(IV) acetate; lithium aluminium tetrahydride; ammonia; sodium acetate; pyridine hydrochloride; sodium; In diethyl ether; ethanol; dichloromethane; benzene;

upstream raw materials:

sodium cyanide

Downstream raw materials:

1,4-dimethylnaphthalene

4-(2,3,6-trimethyl-phenyl)-butan-2-one

3-(2',3',5'-Trimethylphenyl)propanol-1

4-(2,3,6-trimethyl-phenyl)-butan-2-ol

Refernces